n-(2-甲氧基-5-硝基苯基)乙酰胺合成.pdf

硕士论文 N-(2-)乙酰胺的合成摘要本文研究了以2,,经过甲氧基化、选择性还原和酰化反应制备 N.()乙酰胺的方法。分别对甲氧基化反应所用的相转移催化剂及选择性还原所用的还原剂进行了选择,并对影响反应的各种因素如反应温度、反应时间、物料比及溶剂用量等工艺参数进行了研究,获得了较优的反应条件,同时对其机理进行了探讨。研究表明,优化后的反应条件为:(1)甲氧基化反应中,以聚7,-醇一4000() 作为相转移催化剂,原料比为n(2,):n(NaOH):n(CH30H):n()=1: :12:,在60℃。(2)选择性还原反应中,以二硫化钠为还原剂时收率较好,原料比为n(2一氨基-):n(Na2S2):n(CH30H)=I::10,Na2S2溶液浓度为20%,在60℃。(3)酰化反应中,选择乙酸、乙酸酐体系来进行酰化反应,原料比为n():n(乙酸):n(乙酸酐)=l::,反应温度70℃, 反应时间1 h。经三步反应后N.()%,%。关键词:2,,甲氧基化,选择性还原,酰化,N一()乙酰胺 Abstract 硕士论文 Abstract The synthesis ofN一(2-methoxy-5-nitrophenyl)acetamide was investigated inthis , was used as starting material,and treated by methoxylation,selective reduction and acylation to affordN-(2-methoxy-5-nitrophenyl) transfer catalyst formethoxylation Was carefully selected,and reducing agents forselective reduction were influence ofthereaction conditions on theyield ofN一(2一methoxy-5-nitrophenyl)acetamide was mechanisticaspects of these reactions were alSOdiscussed. The optimal conditions for the reactions were summarized asfollows:(1)In the presence ofPEG-4000 asphase transfercatalyst,the methoxylation could be run smoothly at 60。C for ,and the ratio of n(2,4-dinitrochlorobenzene):n(NaOH):n(CH30H): n(PEG-4000)was 1::12:.(2)When the molar ratioofsodium disulfide to 4-dinitroanisole was ,and the molar ratioofmethanol to2,4一dinitroanisole was 0,the selective reduction of2,4一dinitroanisole could befinished at60"C谢thin afford 2-.(3)N—acylation was carried out using acetic acid and acetic anhydride asacylating agent with2-amino一4一nitroanisole at70"C for h,and theratioof n(-nitroanisole):n(acetic acid):n(aceticanhydride)Was 1:: overall yield ofN.(2-methoxy一5-nitrophenyl)acetamide was %,and thepurity oftheproduct W